OLEOCHEMICAL BUILDING BLOCKS FOR THE COATING INDUSTRY CENTEXBEL 26/04/2018
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1 LECHEMICAL BUILDING BLCKS FR THE CATING INDUSTRY CENTEXBEL 26/04/2018
2 LECHEMICAL BUILDING BLCKS Van Eyck experimented with Lineseed oil as binder and drying oil in paintings 2
3 VERVIEW leon in short Production technology leochemical building blocks in coatings Questions?
4 LEN KEY FIGURES 1000 employees market share of 25% in Europe 2016 turnover mio tons/year 6 production plants 12 offices in Europe, USA and Asia 4
5 SHAREHLDER: AVRIL Creating sustainable value in the oils and proteins sectors, thus contributing to better food for humans and preservation of the planet. 5
6 AVRIL KEY FIGURES 82 industrial sites employees 206m EBITDA in ,1 Bn turnover in countries 207m invested in
7 NZE AANDEELHUDER: AVRIL FRM GRAIN T FINISHED PRDUCTS Proteochem Genetics & Animal Health, ther Inputs and Services Milk, Meat Seeds Plant health products, Biotech, ther services for agriculture Proteins Animal Nutrition, Biosecurity Livestock Farmers Poultry Eggs, Pork 100,000 agricultural producers Crushing Collection of oilseed and protein grains ils Food Renewable energies Renewable chemistry 7
8 RAW MATERIAL CMPSITIN F NATURAL ILS Coconut PK Tallow Palm Rapeseed Soya Sunflower Linseed HEAR C8 6 3 C C C C C16:1 6 C C18: C18: C18: C C22:1 45 8
9 RAW MATERIAL CMPSITIN F NATURAL ILS High oleic sun Safflower live Castor Fish-oil C C16: C C18: C18: C18:3 1 C18-H 87 C20:5 18 C22:6 13 9
10 LECHEMISTRY - PRCESSING Fats and oils Biodiesel Base oleochemicals leochemical derivatives Fatty acids Distilled Fractionated Hydrogenated Conjugated Isomerisation Dimerisation Esters Alkydresins Polyols Triglycerides Blown oils Stand oils Glycerine Monopropylene glycol 1
11 TRIGLYCERIDES AS BINDERS Vetzuren Blown & stand oils: Modified vegetable highly unsaturated oils C N2 / 2 Fatty acids reacts => dimers, trimers, oxygenated polymers,.. Viscosity increases Drying oils, lubricants 11
12 LECHEMICALS IN USE FRM ILS AND FATS T APPLICATIN BASE leochemicals Building blocks Glycol Mono propylene glycol Fatty acids Fatty acids, dimerized Fatty acids, isomerized Fatty alcohol, dimerized Fatty alcohol, isomerized Polyol Modified oils Paints & Coatings Adhesives & Sealants Alkyds Epoxy Epoxy esters Polyester, saturated Polyester, unsaturated Polyurethane Reactive diluents Polyurethane, amorphous Polyurethane, reactive Polyamide Polyester Vegetable ils Animal Fats Renewable chemistry Printing inks Polyamides Solvents Deinking Derivatives Intermediates Fatty acid esters Polyester polyols Plastics Polyamides PP PE CENTEXBEL NTBIJTSESSIE
13 ALKYD RESINS 13
14 ALKYD RESIN BASIC PLYMER fatty acid phthalic anhydride + H 2 phthalic acid H H pentaerythritol H H H H H benzoic acid phthalic acid fatty acid 14
15 CLR STABILITY PRPERTIES F FATTY ACIDS IN ALKYD RESINS PUFAS AND CNJUGATED FATTY ACIDS Esters Nouracid HE 30 Nouracid HE 45 Nouracid HE 305 Nouracid HE 456 Nouracid DE 656 Radiacid 0121 Nouracid SE 45 Nouracid SE 305 Increased reactivity e.g. in paints Nouracid LD 65 Nouracid LE 80 REACTIVITY 15
16 CNJUGATED FATTY ACIDS REACTIVITY ACCRDING T DRYING TIME Nouracid SE45 SE45 +10% conjugated SE45 +20% conjugated SE45 +30% conjugated SE45 +40% conjugated wet film ripped film surface trace time [h] 16
17 BIFUNCTINAL ACIDS BUILDING BLCKS IN PLYESTERS - PLYAMIDES Properties Resistance Hydrolysis Thermo-oxidation UV radiation Application Resin : high viscous liquid - polyamide resin : dimer acid + DETA - epoxy resin : bisphenol A + epichorohydrin Curing agent : crosslinker of resin structures - polyamide curatives made with dimer acid : low temperature curing + reduced tendency for amine bloom ApplicationWater repellency Pigment wetting Flexibilizers in Polyesters LEN IN SHRT 17
18 BINDER DEGRADATIN PHT-CATALYTIC EFFECT UV light H organic substances Ti 2 pigment +. H C 2 H 2 Coating
19 BINDER DEGRADATIN PHT-CATALYTIC EFFECT Coating
20 BINDER DEGRADATIN PHT-CATALYTIC EFFECT chalking through binder degradation (left side) visual effect caused by changed refractive index through exposed Ti 2 pigment
21 BINDER DEGRADATIN IMPRVED WEATHERING STABILITY anorganic treatment of Ti 2 high density, high wheathering stability, less gloss
22 BINDER DEGRADATIN IMPRVED WEATHERING STABILITY anorganic treatment of Ti 2 high density, high wheathering stability, less gloss UV absorber small molecules, reactive, expensive
23 BINDER DEGRADATIN IMPRVED WEATHERING STABILITY anorganic treatment of Ti 2 high density, high wheathering stability, less gloss UV absorber small molecules, reactive, expensive saturated, hydrogenated dimer acids less changes, great improvement suitable in polyester resins suitable in polyurethane as intermediates (polyols) or
24 BINDER DEGRADATIN IMPRVED WEATHERING STABILITY anorganic treatment of Ti 2 high density, high wheathering stability, less gloss UV absorber small molecules, reactive, expensive saturated, hydrogenated dimer acids less changes, great improvement suitable in polyester resins suitable in polyurethane as intermediates (polyols) or Radianol 1990 as saturated fatty alcohol in polyurethanes
25 BUILDING BLCKS IN PLYESTERS PLYURETHANES - PLYL Glycolen Alcoholen Glycerol, MPG and polyglycerol Dimeerdiol Isostearyl alcohol 25
26 RENEWEABLE BUILDING BLCKS FR HIGH PERFRMANCE PLYUREHTANES PLYESTER PLYLS Green, Hydrophobicity and Flexibility Functionality; Epoxidation => ringopening => hydroxyl functionality Esterification of dimer fatty acids with polyols. 26
27 PLYESTER PLYLS FR HIGH PERFRMANCE PUR Esters 27
28 RICINLEIC ACID AND DERIVATIVES Nouracid CZ80 - ricinoleic acid Quality ricinoleic acid: low color ME-recinoleate: high purity poly ricinoleate: with fixed degree of polymerization Radia 7081 methyl ricinoleate Application Nouracid CE80 poly ricinoleate Flexibibilizers Hybrid polyurethanes 28
29 GREEN SLVENTS (VC-FREE, NN-TXIC AND ENVIRNMENTAL FRIENDLY) Esters Product code Chemical name Colour Acid value [mgkh/g] Iodine value [gi 2 /100g] Pour point [ C] Cloud point [ C] Flash point [ C] Viscosity [mm²/s] (40 C) Methylesters Radia 7983 methylcaprylate/caprate Gardner 1 < 2 < 2-28 < Radia 7118 methyllaurate APHA 50 < 1 <1 < 0 < Radia 7956 methyl rapeseed Gardner 5 < Isopropylesters Radia 7192 isopropyllaurate APHA < 40 < 1 < >140 4 Radia 7191 isopropylmyristate APHA < 25 < 1 < 1 < -5 <2 >140 5 Butylesters Radia 7040 n-butyl oleate Lovibond 5 1/4 7Y 1.2R < < Radia 7042 n-butyl soyate Gardner 5 < < Radia 7043 n-butyl rapeseed Gardner 8 < < -5 < ethylhexylesters Radia ethylhexyl caprylate/caprate APHA < 40 < 2 < 2-55 <-15 >170 5 Radia ethylhexyl C12-C18 ester APHA < 100 < 1 < <-10 >170 6 Radia ethylhexyllaurate APHA < 100 < 1 < 1 < -35 <-10 > Radia ethylhexyl coconut ester APHA < 100 < 1 < <-10 >170 5 Radia ethylhexyl oleate Gardner 4 < <-15 >180 8 Radia ethylhexyl oleate Lovibond 5 1/4 10Y - 1R < < Isotridecylesters Radia 7513 isotridecylstearate APHA < 200 < 1 < % renewable solvents Radia 7650 caprylate/caprate ester Gardner < 10 < 1 < 1 < -15 <-15 > Radia 7529 laurate ester APHA < 70 < 1 < 1 <-15 <-15 > Low viscous, oxidation stable triglycerides Radia 7104 glycerol caprylate/caprate APHA < 50 < 1 < 1 <-15 < Radia 7178 pentaerythritol caprylate/caprate APHA < 100 < 2 < 2-4 <
30 GREEN NN-INIC SURFACTANTS / EMULSIFIERS Esters 30
31 EMMISIN FREE CALESCENT AGENT R/7203 Long lasting coalescent effect Higher gloss values Improved scrub resistance Reduced volatility Non-hazardous Based on renewable raw materials Non yellowing Low odor 31
32 LECHEMICAL BUILDING BLCKS IN CATINGS Esters Alkyd resins Polyesters Polyester Polyols for High performance PUR: Dimer based enhances waterrepelency and low T Green Solvent / Cleaners: VC-free, non-toxic and environmental friendly. Green non-ionic Surfactants / Emulsifiers: il in water / water in oil emulsions. Coalescent agent Polymer additives: Lubricants/ antistatitics/ Antifogging agents / Plasticizers / Pigment dispersers 32
33 QUESTINS DR. IR. BART TIJSEBAERT BUSINESS MANAGER FATTY ACIDS +32 (0)
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